I have never used, but the retail landlord I used to work for uses DashComm to allow their tenants to pay rent and report sales.https://www.phillipsedison.com/neighbors/dashcommAgain, this was not rolled out when I worked there many years ago, but I know a vast majority of their tenants have escalation clauses, NNN's, some properties have utility pass throughs that vary each month, etc.I will also say, for what it is worth, they had a full AR department that would mail out statements every month to every tenant.  

If you require initial cash flow, San Diego may not be the right market   However if you plan to hold long term, few markets have produced better return on residential RE.Good luck

I was planning to go by today with a friend to see if we can make contact.

Develop a game plan and then pounce.....your do diligence will pay off. 

Rhody investors are there any meet ups planned in Rhode Island?

With current prices and interest rates, I would not attempt to jump into the STR game in a busy market unless that sub-market is showing abnormal YoY growth OR you have a solid plan to perform in the top 10% of current listings in that market, assuming the revenue pencils out.

Also in Cali, I plan to do the long distance thing.

At different price points in the retail investment market, smaller private investors often pay cash to leverage 1031 tax-deferred exchanges and focus on long-term investments for estate planning purposes.

Market rent for each is 1950-2100 (the 1600 tenant was there when I bought it and super low rent but great tenants so i made a plan with them to raise it to market over the next three years as the jump would be way to much all at once). mortgage currently with insurance and taxes escrowed is 2100.I have a really low rate which makes this decision hard but the equity would help me fund the next 2-3 deals and enable me to start scaling faster

--> Its about a 45 Min drive to reach the Colorado Springs Metro's Most southern city 'fountain', this is where I own my current House Hack/Personal home Rental Income:Local Metro: Rental demand tends to be high in metropolitan areas, attracting a diverse tenant pool.Nearby Rural: I Have great comps as the neighborhood is just being built (6 other new builds with same floor-plan sold in that neighborhood in the last 2-3 years), there is a k-5 school on the same street in the neighborhood of the Rural build.